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craigslist

Vacation Rentals in Chicago

  1. see also
  2. Christmas Mountain Village 7nts June 27- July 4, 2026
    $899
    Wisconsin Dells
  3. Lake Michigan Beachfront Home for Large Groups, Private Beach Access
    $1
    Michigan City
  4. Lake Michigan Beachfront Home for Large Groups, Private Beach Access
    $1
    Michigan City
  5. Twin Bay Resort Cabin Rentals
    $0
    Tomahawk/ Lake Nokomis
  6. cabin rental in tennessee
    $170
    pigeon forge smoky mt
  7. WISCONSIN DELLS Thanksgiving Week CHRISTMAS MOUNTAIN 3B/3B Town House
    $700
    WISCONSIN DELLS
  8. WHEELCHAIR ACCESSIBLE HOME ON WATER WITH PONTOON RENTAL
    $675
    WOODLAND PARK, BITELY, MI
  9. JULY 4TH WEEKEND / CHRISTMAS MOUNTAIN
    $0
    Wisconsin Dells
  10. unique 1 bed 2 FULL BATH duplex
    $1,300
    Chicago
  11. a charming and inviting condo
    $1,300
    Chicago
  12. Charming Andersonville Condo!
    $1,300
    Chicago
  13. Aruba Marriott Ocean Club and Surf Club for Christmas and New Years
    $10,700
    Palm Beach
  14. 2 Bedroom 16x80 Manufactured Home
    $2,150
    St. Cloud, Fl.
  15. Terrific 1 Bdrm, 1 Bath Apt in the Center of Glenview
    $1,950
    535 North Michigan Ave, APT 1705, Chicago, IL
  16. 1-bedroom apartment in the South Loop -
    $2,335
    1408 S Wabash Ave, Chicago, IL
  17. Heritage Harbor vacation rental - Ottawa vacation rental
    $189
    Ottawa, IL
  18. Cabin in Southern Illinois - Hot Tub - Romantic Getaway -Shawnee National Forest
    $0
    Jonesboro, IL
  19. ******* Sankoty Lakes*******
    $0
    East Peoria, IL
  20. Wis Dells Glacier Canyon Tues.7/7/26 to Sat.7/11/26 3Br/2Ba Deluxe
    $0
    west chicagoland
  21. 5 STAR RESORT - GREAT Amenities + Full Kitchen
    $1,200
    WORLDWIDE
  22. Wisconsin dells Glacier canyon
    $0
    north chicagoland
  23. 2BR Cabin. July 3-5. Wisconsin Dells
    $0
    north chicagoland
  24. 2br Cabin in Wisconsin Dells. July 3-5
    $0
    northwest suburbs
  25. Hilton Resort Wisconsin Dells Wi- 2 bedroom
    $648
    wisconsin dells
  26. Visiting the Evanston area for 3 days or more? Check us out.
    $269
    Evanston IL
  27. Breeders Cup Hotel
    $0
    city of chicago
  28. Independence Day week also Branson & Orlando & Vail
    $750
    Wisconsin Dells, Wi.
  29. LOGAN SQUARE 2 bdr
    $2,999
    Logan Square
  30. House for rent
    $78
    Arlington Heights
  31. Wisconsin Dells - Glacier Canyon Nov 22-25 w/8 waterpark wtbnds
    $199
    Wisconsin Dells
  32. Condo located in Olive
    $1,230
    Naperville
  33. MALE GERMAN SHEPHERD
    $0
    Michigan city, indiana
  34. [BULK DEAL] Luxury 5-Star Hotel Booking (Up to 200k Points Balance)
    $1,350
    Downtown Chicago / The Loop